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Explore Men’s Preppy, Island-Inspired Resort Wear

Whether you’re lounging on a beach, surfing, hitting the links, or sailing, we feature men’s sports wear that captures classic American style with modern twists, all from brands you know and love.

From the best in performance shirts, button-down wovens to hybrid swim trunks, you’ll find everything you need at Island Pursuit.

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  • Johnnie-O Men's Gatlin Everyday Performance Button Down Shirt

    Johnnie-O

    Gatlin Everyday Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Maarten Everyday Performance Button Down Shirt

    Johnnie-O

    Maarten Everyday Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Kamper Performance Flannel Button Down Shirt

    Johnnie-O

    Kamper Performance Flannel Button Down Shirt

    $158.00
  • Johnnie-O Men's Olie Featherweight Performance Button Down Shirt

    Johnnie-O

    Olie Featherweight Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Hendley Everyday Performance Button Down Shirt

    Johnnie-O

    Hendley Everyday Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Morganstern Natural Performance Button Down Shirt

    Johnnie-O

    Morganstern Natural Performance Button Down Shirt

    $138.00
  • Johnnie-O Men's Weyburn Lakewave Baseball Sweatshirt

    Johnnie-O

    Weyburn Lakewave Baseball Sweatshirt

    $128.00
  • Johnnie-O Men's Penns Performance Hoodie Pullover

    Johnnie-O

    Penns Performance Hoodie Pullover

    $138.00
  • Johnnie-O Men's Freeborne Performance 1/4 Zip Pullover

    Johnnie-O

    Freeborne Performance 1/4 Zip Pullover

    $118.00
  • Johnnie-O Men's Solom Performance Tech Jogger

    Johnnie-O

    Solom Performance Tech Jogger

    $158.00
  • Johnnie-O Men's Surf Sunset Short-Sleeve Pocket T-Shirt

    Johnnie-O

    Surf Sunset Short-Sleeve Pocket T-Shirt

    $52.00
  • Johnnie-O Men's Kahuna Short-Sleeve Pocket T-Shirt

    Johnnie-O

    Kahuna Short-Sleeve Pocket T-Shirt

    $52.00
  • Johnnie-O Men's Pete Performance Jersey Polo Shirt

    Johnnie-O

    Pete Performance Jersey Polo Shirt

    $98.00
  • Jonnie-O Men's Wildflower Performance Jersey Polo Shirt

    Johnnie-O

    Wildflower Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Tundra Featherweight Performance Polo Shirt

    Johnnie-O

    Tundra Featherweight Performance Polo Shirt

    $110.00
  • Johnnie-O Men's Reagan Performance Jersey Polo Shirt

    Johnnie-O

    Reagan Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Teo Performance Jersey Polo Shirt

    Johnnie-O

    Teo Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Emillio Performance Jersey Polo Shirt

    Johnnie-O

    Emillio Performance Jersey Polo Shirt

    $98.00
  • Johnnie-O Men's Boggings Performance Jersey Golf Polo

    Johnnie-O

    Boggings Performance Jersey Golf Polo

    $98.00
  • Johnnie-O Men's Drayton Merino Cashmere Sweater Hoodie

    Johnnie-O

    Drayton Merino Cashmere Sweater Hoodie

    $288.00